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Find cheap flights from Chicago to Greek Islands from $274

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Greek Islands departing on 9/25. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sat 6/8
Sat 6/15

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Best Greek Islands Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Thera
Thera1 stop$668
Heraklion
Heraklion1 stop$731
Mykonos
Mykonos1 stop$941
Chania
Chania1 stop$658
Corfu
Corfu1 stop$654
Rhodes
Rhodes1 stop$925
Parikia
Parikia2 stops$3,037
Zakynthos
Zakynthos2 stops$1,102
Argostoli
Argostoli1 stop$996
Naxos
Naxos3 stops$1,660

Good to know

Cheapest flight

$274
Flight from Chicago to Thera

FAQs - booking Greek Islands flights

  • How does KAYAK find such low prices on flights from Chicago to Greek Islands?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Greek Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Greek Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Greek Islands from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Greek Islands?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Greek Islands with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Greek Islands?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Greek Islands from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top 5 airlines serving from Chicago to Greek Islands

 
Need help choosing which airline to fly with from Chicago to Greek Islands? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.8
SWISSOverall score based on 2012 reviews
8.4Crew
7.2Entertainment
7.9Boarding
7.4Food
7.6Comfort
Airline reviews

We had issues with upgrading our seats. The flight itself was fine.

8.0 ExcellentAnonymous, May 2024SFO - ZRH
Read more about SWISS reviews

We had issues with upgrading our seats. The flight itself was fine.

Horrible experience. They "GAME" with seats they decided to play where you can`t select or get seat during check-in without paying and then forcing you to stay long line at the Customer Service at the gate to get a boarding ticket with seat assigned is pathetic. Will never fly with United again!

So terrible. They would not rebook me for a flight until 2 days. I had to spend so much money to get my own flight. They were rude and not helpful.

Everything was on time and efficient - expected from a Swiss crew. But the entertainment system was pretty bad - the display was old. Food was pretty bad and a couple of times they started serving drinks and then just skipped past my row (and likely several others)

Overall a good experience, the flight was on time, the crew very attentive and friendly. However the seats are too cramped, there is no space, and as soon as the person in front reclines the seat, it's literally in your face.

Bag lost. Lost bag recovery process is an unsatisfying customer experience. Because 1) bag is still lost but also 2) the process is outdated and form-heavy and 3) in our case also involved a long line.

We were very impressed with Swiss Air. The service was exceptional. Unfortunately, we had a baby behind us that screamed for hours. , It was a nightmare, though I completely understand that it was not Swiss Airs fault.

We had to move to terminal 5 for the next part of our trip. Very un-organized and difficult.

Missed connecting train since flight was late into Zurich and I had to stay at airport hotel because of it as well as I had to repurchase train ticket

Cons: "Flight was completely full and certain passengers were belligerent about wearing face masks. The cabin crew did not enforce mask wearing, stating “we are not the police”"

All good- I love BA and the professionalism of the crew and pilots.

Great flight- smooth, nice crew, nice clean aircraft, departed a little late but arrived 10 early.

It was listed on my ticket as Finnair but there was no indication that the flight was Finnair. In fact the number was even different. There were no employees there until exactly 2 hours before so we had to wait in line at Iberia and hope

Sorting on line would have been appreciated Onward information on flights missed No ability to get seating arranged before we got to gate Very unfriendly at gate

The flight was Finnair but there was no indications anywhere that the checkin was for Finnair also. There was no one to ask. I think at a minimum they should list the code shares so people don’t stand in the wrong line for an hour.

I booked the flight with Finnair, which made the arrangements for downloading a boarding pass unnecessarily complicated. I wouldn't do that again. Instead I'd book direct with AA.

Flight ok, but me and other two passengers didn’t have connection with the entertainment in our seats. So, no movies, no games, no music… for 9 hours. The crew just told us that there’s nothing they can do but I noticed during the flight that there were empty seats, so they could have offered to us to change seats. Customer service could be better.

Had a nice flight to London on BA will fly with them again in the future

Finnair cancelled my flight 12 hours prior to leaving for Helsinki. They stated there were mechanical problems. I had to scurry around to find a new flight that would meet my needs for arrival in Helsinki. Luckily I was able to find alternate transportation through Lufthansa/United.

Helpful steward. Allowed me to move to some empty seats and I was able to get some sleep. He also had milk for my tea. Americans don’t realise that cream or half and half ruin tea.

TERRIBLE! Staff was unfriendly, rude, and demeaning. One flight attendant touched me to grab the complimentary blanket off my neck because I couldn't take it home, while a bunch of other people took theirs home. I have never been so ill treated. I am not happy at all. And flight was delayed, no information until short notice for everything. Lost an entire day at my destination. I expect a full refund for that experience. Never will fly with them EVER again

All was good. I think the back of the plane should be boarded first. It would be faster. Minimal waiting time behind passengers loading their carry on baggage.

My return flight has been changed to JFK from EWR without any notice or reason

I upgraded to economy plus and it’s so worth the price. The crew is exceptional and the food is pretty decent. I would definitely fly with them again.

Flight was delayed 3 hours. Pilot cancelled flight under 4 people volunteered to change their seats to economy from business class.

I paid for wifi and it worked about a total of 5 min. Feel ripped off

I couldn’t make it to the airport for my original flight due to bad weather; roads were shut down, buses and trains were closed. Since the plane wasn’t cancelled, I still had to pay $720 to change my ticket.

Good friendly service and food - The seats in business class are old, too hard and not very comfortable.

My seat was not the one I paid for, the crew was very curt, and the cabin was extremely warm.

Old plane with terrible business class seats - good food and service. Boarding was a joke with business class boarding last.

Everything could be better. The plain was in Orlando for 3 hours prior to boarding. After boarding all the passengers they found out that plane has a mechanical problem. After an hour the problem was solved, the pilot comes on and states, (We have to go back to the gate and take on more fuel!) Are you kidding me???? Who they have for pilots, Boy scouts?? I barely made my connecting flight to Vienna, but my suitcase did not. I'm still waiting for it, in Gyor, Hungary. Am I having fun yet?? Other passenger were in the same binned. I travelled all over the world both for business and pleasure with all types of airlines. By far of all the carriers I travelled with, Discover is the worst. I'm contemplating to bight the bullet and go back to the US with a different carrier. For International flights, the seats are made for little people. The person in front of me had his seat reclined the whole way, I felt like he was sitting in my lap. For closing, I would not let my dog travel with Discover, yet alone recommend it to an other person. Does it sound like I'm frustrated, Think about having to travel back to the US with them. I'm sure I'll not hear back from you, because nobody wants to hear about bad news, but with all the hype Discover puts out there about their services, nothing could be further from the truth. Joseph A. Nagy

Only problem we experienced was not anything to do with Lufthansa. When changing planes in Frankfurt we spent over an hour on passport control line. Lufthansa did a marvelous job on everything from keeping me informed via texts, to terrific cabin crew.

Bordón could be bettet if the company say before boarding the order of the different groups.

Checked in is easy and it was a smooth flight from LAX to Munich

There is no recline on flight from DFW to FRA. Middle eastern airways provide better recline option for the same class. FRA to Bangalore has better recline option. I bid 100$ for premium economy, my request was declined. But staff handled it without issues.

The Lufthansa part was wonderful. The short connection flight was not.

German crew were very kind. Food was okay but can be better, especially bread was not good, Garbage collection was very poor.

Awful Terrible staff poor communication Flight delayed for an hour with no apology or explanation and no help re missing connecting flight. Resulted in a 7 hour layover at Munich waiting for another connecting flight. Only 15 euros refreshment voucher given. Will not fly Lufthansa again

Both flights were late for what appeared to be the airline’s not having the planes ready. Arrived over 6 hours late.

It was a busy flight and all the crew were very helpful and gracious

Lost our bags in Heathrow, We didn’t receive bags in Mallorca for 3 days, out of a 7 day cycling vacation. Really inconvenient and disappointing!

We missed the flight to Barcelona because the flight from Baltimore was delayed. We flew on Vueling VW6653. Our luggage didn’t arrive. Please help us get our luggage. We are staying at Hotel Gran Via in Barcelona

The seats were tiny, being of a fairly petite build, I don’t usually expect to feel crammed and cramped in a seat, but I definitely was on this flight. I couldn’t even bend over to get anything out from under the seat in front and getting up to go to the bathroom at night with the seat backs reclined was nearly impossible. I had to do gymnastics to get over and out. For an airline that does long flights overnight, it’s kind of ridiculous.

Not connecting flights. Missed my flight from Dublin to Liverpool because I arrived at Dublin one hour too late. For this mistake, they offered me a flight from Dublin to Manchester. Thats great and all, but I waste time and money to commute to Liverpool. Be sure to check the time of your connecting flights, because they sure don’t when they sell it to you

Excellent! Great flight attendants, good food (in business class, at least), very comfortable. Touchscreen and remote wasn’t great.

In economy and food was ok, but with limited leg space (and I was in a 2 seat configuration) it was difficult to eat with a tiny seat tray. I spilt wine on my trousers. First time on British Air (I usually fly Turkish Air) and in a 777. Heathrow was pleasant but changing terminals awkward.

Starting with the flight Cairo to London the plain was so poor no entertainment at all uncomfortable seats although it’s 5 hours long,then an American airline plain took me from London to Miami it was a bad experience the crew most of flight time not available and they asked us to help our selves for any snacks if we need. From Miami to London actually was perfect flight with a huge plain and perfect crew but from London to Cairo was horrible plain with stiff fixed seats not movable no entertainment or wi fi very poor Menu which is unacceptable for a business class

I've done hundreds of flights in my life, and this flight was one of the best I've ever taken, From beginning to end, everything went smoothly, professionally, and with a smile and friendly attitude from all employees I interacted with. The food was delicious (and free), as were the drinks. There was just a genial and effective way in the way that British Airways organized the flight -that reminded of days in the 70's, 80's, and 90's, when flying was a fun, and exciting adventure. I enjoyed and had confidence in the abilities of the flight crew, I'll be flying British Airways several more times this summer. Thank you so much for the great experience! Cheryl Olso

My baggage did not arrived with me. Took 3 days to get it after so may calls and follow up

Terrible! I missed my flight to my final destination and British airlines and American Airlines keep pointing fingers on each other’s. Nobody wants to take responsibility

Book cheap flights from Chicago to Greek Islands

Recent round-trip flight deals

10/14Mon
1 stopLufthansa
13h 05mORD-CFU
10/24Thu
1 stopLufthansa
34h 35mCFU-ORD
$654
9/24Tue
1 stopBritish Airways
20h 20mORD-CHQ
10/2Wed
2 stopsBritish Airways
26h 59mCHQ-ORD
$658
9/23Mon
2 stopsBritish Airways
32h 20mORD-CHQ
10/2Wed
2 stopsBritish Airways
26h 59mCHQ-ORD
$663
9/18Wed
2 stopsFinnair
27h 30mORD-CHQ
10/2Wed
2 stopsFinnair
31h 55mCHQ-ORD
$668
10/13Sun
1 stopSWISS
11h 40mORD-CFU
10/22Tue
1 stopSWISS
27h 45mCFU-ORD
$693
10/15Tue
2 stopsLufthansa
26h 20mORD-CFU
10/24Thu
1 stopLufthansa
34h 35mCFU-ORD
$697
9/18Wed
2 stopsFinnair
27h 20mORD-CHQ
10/7Mon
2 stopsFinnair
28h 20mCHQ-ORD
$721
10/13Sun
1 stopSWISS
11h 40mORD-CFU
10/26Sat
2 stopsSWISS
29h 15mCFU-ORD
$726
9/20Fri
1 stopScandinavian Airlines
15h 15mORD-CHQ
10/5Sat
1 stopScandinavian Airlines
30h 05mCHQ-ORD
$902
9/13Fri
1 stopScandinavian Airlines
15h 15mORD-CHQ
9/28Sat
2 stopsScandinavian Airlines
32h 05mCHQ-ORD
$1,124

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Recent one-way flight deals

9/25Wed
3 stops
46h 25mORD-JTR
$274
10/9Wed
2 stops
23h 46mORD-JTR
$317
10/13Sun
2 stops
42h 24mORD-JMK
$348
7/24Wed
1 stopSWISS
16h 40mORD-CFU
$575
7/21Sun
2 stopsSWISS
30h 55mORD-CFU
$610
7/27Sat
2 stopsBritish Airways
37h 33mORD-CFU
$665
9/25Wed
1 stopLufthansa
16h 50mORD-JTR
$713
6/3Mon
1 stopScandinavian Airlines
16h 30mORD-CHQ
$928
9/11Wed
1 stopLufthansa
16h 50mORD-JTR
$1,041
9/11Wed
1 stopBritish Airways
32h 45mORD-JTR
$1,052

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Last minute flights from Chicago to Greek Islands

Last minute flight, train and bus deals

5/14Tue
multi-stop
27h 20mORD-JTR
5/21Tue
multi-stop
27h 55mJTR-ORD
$962
5/13Mon
multi-stopSWISS
31h 10mORD-RHO
5/20Mon
multi-stopSWISS
24h 25mRHO-ORD
$996
5/13Mon
multi-stopFinnair
27h 10mORD-RHO
5/20Mon
multi-stopFinnair
28h 55mRHO-ORD
$1,015
5/14Tue
multi-stop
32h 20mORD-JTR
5/21Tue
multi-stop
34h 35mJTR-ORD
$1,016
5/13Mon
multi-stopFinnair
27h 10mORD-RHO
5/20Mon
multi-stopFinnair
31h 45mRHO-ORD
$1,034
5/13Mon
multi-stop
25h 45mORD-RHO
5/20Mon
multi-stop
52h 55mRHO-ORD
$1,065
5/14Tue
multi-stop
15h 45mORD-JTR
5/21Tue
multi-stop
35h 25mJTR-ORD
$1,244
5/14Tue
multi-stop
22h 25mORD-JTR
5/21Tue
multi-stop
30h 17mJTR-ORD
$1,248
5/14Tue
multi-stop
22h 25mORD-JTR
5/21Tue
multi-stop
34h 07mJTR-ORD
$1,343
5/13Mon
multi-stop
20h 55mORD-RHO
5/20Mon
multi-stop
27h 15mRHO-ORD
$1,648

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